Holiday houses in Shenandoah Valley

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Top-rated holiday rentals in Shenandoah Valley

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Guest favourite
A panoramic view is captured through large glass doors, showcasing a wooden deck framed by trees. Vibrant autumn colors paint the sky as the sun sets, illuminating the scene with warm hues. A pair of lounge chairs are positioned to enjoy the serene landscape.
Chalet in Placerville
4.91 out of 5 average rating, 161 reviews

Apple Hill’s Mountain House Retreat

VIEWS 🚨 VIEWS 🚨 VIEWS 🚨 Welcome to the Mountain House Retreat, where nature and luxury collide. Our 4 bedroom, 3 bathroom house sits on an acre of gorgeous land and features two stories of breathtaking Mountain Views in every room. From the moment you step through the front door, you'll be struck by the modern organic feel that makes you feel like you are embedded in nature. The master bedroom is breathtaking with a standing tub/waterfall shower that makes you feel like you’re staying in a s

Top Guest favourite
A spacious deck offers comfortable seating, with lush green hills visible in the distance. The sky is filled with fluffy clouds, creating a serene backdrop that enhances the tranquil outdoor space, perfect for relaxation and enjoying nature.
Home in Sutter Creek
4.99 out of 5 average rating, 102 reviews

House in the Trees l Sutter Creek

Perched above historic Sutter Creek, The House in the Trees offers sweeping views of California Gold Country. Surrounded by trees and designed to bring the outdoors in, this hilltop retreat is the perfect place to slow down, sip a glass of local wine, and watch the sun set over the rolling foothills. Just minutes from award-winning wineries, charming Main Street shops, and outdoor adventures, The Lookout combines privacy, comfort, and unforgettable views for a truly unique Gold Country getaway.

Top Guest favourite
A green house with a welcoming porch is framed by vibrant purple lavender plants in full bloom. The clear blue sky adds to the serene outdoor setting, with large windows providing a glimpse of the inviting interior.
Home in Plymouth
5 out of 5 average rating, 407 reviews

The Historic Bunk House at Butler Hill

Welcome our tranquil home in Plymouth. Our house is a restored gold rush era bunk house in the foothills with central air and heat! Every detail and modern convenience has been added while repurposing the historic parts of the property. A one-of-a-kind adventure awaits. House and grounds-within walking distance to 5-star dining and a 10 minute drive to 50+ wineries and shopping. We have over an acre in town with Bocci and games galore. Our license allows six guests, thus we must be firm on that.

Guest favourite
A charming ranch house is set against a colorful sunset, surrounded by lush green grass and a variety of plants. Large windows illuminate the cozy interior, while a gravel driveway leads to the entrance. Majestic trees provide shade and natural beauty.
Farm stay in Plymouth
4.94 out of 5 average rating, 191 reviews

Story Vineyard Homestead Home, Artistic Beauty

The Story Vineyard Homestead Home, Artistic Beauty in Historic Hills of Amador County. This 90 year old ranch house has been recently lovingly restored and is a gorgeous, intimate gem located in the heart of Gold Country. It is situated in a field overlooking 45 acres of vineyards, 4 miles outside of Plymouth, CA, on Highway 49, between Placerville and Jackson. The exposed beams and wood floors of this charming 2 bedroom, 2 bath house, make the framework for a perfect creative get-a-way.

Top Guest favourite
The charming farmhouse features a wrap-around porch adorned with vibrant roses, offering a welcoming entry. The structure showcases a classic design with multiple windows framed by greenery, allowing natural light to enhance the exterior. The roof is sloped, complementing the rural setting.
Home in Plymouth
4.98 out of 5 average rating, 133 reviews

The Amador Farmhouse

Experience wine country the way it used to be: quaint, beautiful, and charming. The Farmhouse built in the late 1800’s offers three updated remodeled bedrooms each with their own private bathrooms/showers. Relax, enjoy and wash the city away in our lovely vintage claw tubs. Slip into the covers of your luxurious King and Queen size beds with fine linens. Enjoy a cozy pull out couch in the living room. Wrap around porch offers stunning vineyard/sunset views. Life is better on the farm.

Top Guest favourite
Cabin in Jackson
4.97 out of 5 average rating, 101 reviews

Serendipity Cabin Hot tub, family fun, gorgeous!

This is a unique opportunity to stay in an all wood log cabin! Built in 1940, our cabin is the perfect tranquil escape. Connect with the outdoors while still enjoying modern updates and amenities to keep you comfortable. There is a beautiful year round creek that runs threw the property. Fun is just minutes away with Jackson Rancheria, Plymouth wineries, swimming creeks, lakes, amazing cave tours, skiing, hiking, kayaking, fishing, and so much more. Hot tub can be hot or cold!

Top Guest favourite
A comfortable living area features a black leather sectional sofa, paired with a glass coffee table. Natural light enters through a large window, and a door leads to an outdoor space. Soft, neutral tones create a serene atmosphere, complemented by a cozy area rug.
Guest suite in Pioneer
4.99 out of 5 average rating, 298 reviews

Whispering Pines Apartment

Summer is upon us, and the weather is perfect! Our apartment is located under our main house, with its own keyless private entrance. You'll enjoy a quiet and peaceful setting among tall pines, with wildlife abound. Amador County is rich in gold mining history, and has many charming gold rush towns for you to visit. If your travel journeys include both Yosemite and Lake Tahoe, we are conveniently located between the two ( 2 1/2 hours from Yosemite, and 1 1/2 from Tahoe)

Top Guest favourite
A second-story guesthouse is framed by tall pine trees, blending naturally with the surroundings. The welcoming entrance features a stairway leading to a porch, while a clear path meanders through the landscaped lawn, offering a sense of privacy in a serene setting.
Farm stay in Somerset
5 out of 5 average rating, 226 reviews

Linebarier Vineyards

This is a cute second story guesthouse. Its’s very private, located on our 83+ acre vineyard/ranch. We have a 6 acre working vineyard and commercially growing Zinfandel, Petite Sirah, and Muscat Canelli The guesthouse has recently been up-dated and is light, airy with many up-scale features and amenities. It’s a very private setting with no immediate neighbors. There are approximately 140 wineries within a 25 mile radius of our place.

Guest favourite
An inviting outdoor seating area is arranged around a stone patio, featuring wooden Adirondack chairs. A large wine barrel adds a rustic touch nearby, with string lights overhead providing ambient lighting. The charming cottage, framed by greenery, enhances the warm atmosphere.
Cottage in River Pines
4.85 out of 5 average rating, 162 reviews

Chalet Vigne - 2 bedroom wine country cottage

Incredibly spacious lot just minutes away from several wineries. Outdoor seating and firepit are the perfect place to enjoy time with family and friends. Inside, you'll find a spacious, fully stocked kitchen and welcoming dining table, as well as a comfortable living area with flat screen streaming television and enough seating for everyone. 2 bedrooms (king and queen) that feature incredibly comfortable, high thread count sheets.

Top Guest favourite
The exterior of a stone home is framed by lush greenery, featuring a shaded area with bright red awnings and striped lounge chairs. A gravel path leads to the entrance, with wooden shutters adorned on the windows, inviting a casual outdoor atmosphere.
Home in Amador City
4.98 out of 5 average rating, 210 reviews

Historic Stone Home and Charming Retreat Getaway!

Such a magical place of sunlight with a Creekside setting to enjoy the outdoor living. Meander down a paved driveway to your own private stone home, located within walking distance to Amador City, just minutes from the Shenandoah Valley wine region and Sutter Creek along historic Highway 49, California's Gold Country. Amador City is California's smallest incorporated city, with a population of just under 200 residents.

Guest favourite
Guesthouse in Amador City
4.94 out of 5 average rating, 117 reviews

Private Spa Retreat | Pool, Hot Tub, Sauna

Private spa-style suite designed for comfort, privacy, and a true escape. Unwind in the shared outdoor oasis featuring a pool, hot tub and sauna—beautifully lit at night for a unique experience. Inside offers a king bed, full kitchen, fast WiFi, cozy fireplace, and an oversized spa-style shower. Clean, quiet, and thoughtfully designed. Perfect for romantic getaways or relaxing stays. Book now to secure your dates.

Top Guest favourite
Shipping container in Pioneer
5 out of 5 average rating, 153 reviews

Relaxing Cabin Retreat - Hot Tub, Sauna with View

Escape to a modern, beautifully designed container cabin tucked among the tall trees of Pioneer. This peaceful retreat offers total privacy, clean modern comfort, and a cozy atmosphere perfect for couples, solo travelers, and anyone needing a quiet reset. Enjoy morning coffee in your private sunroom, evenings by the fire pit, and star‑filled skies you simply can’t get in the city.

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